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categoryكيمياء schoolبكالوريوس event_available2026-07-13

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Compound W, C8H17Br, and X, C8H17Cl, are products of the radical bromination (W), and chlorination (X), of 2,4-dimethylhexane. W and X are each chiral. W reacts readily in water to form a chiral substitution product Y, C8H17OH. Reaction of a single enantiomer of W produces a single enantiomer of Y as the only substitution product. X likewise reacts readily in water though at a slower rate than W; a chiral substitution product Z, C8H17OH, is again formed. Unlike W, however, reaction of a single enantiomer of X produces Z that is nearly racemic. Propose structures for W and X. • Do not use stereobonds in your answer. In cases where there is more than one possible structure for each molecule, just give one for each. Draw one structure per sketcher. Add additional sketchers using the dropdown menu in the bottom right corner. Separate structures with + signs from the dropdown menu.

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